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A stereoselective total synthesis of rhoiptelol B, a diarylheptanoid isolated from the fruits of Rhoiptelea chiliantha, is described. The tetrahydropyran ring was constructed via an intramolecular allylation methodology. Rhoiptelol B (1), a diarylheptanoid having a tetrahydropyran (THP) ring, was isolated from the fruits of Rhoiptelea chiliantha in 1996. 1 This compound was also isolated from the bark of Alnus hirsuta in 2007, and found to show inhibitory activity against lipopolysaccharidedoi:10.3987/com-18-s(t)57 fatcat:2ylwyirbtnd3vijc6bsh6ndzwa